Hi guys,

So I was at the grocery store today and I saw this amazingly beautiful pregnant woman. I started chatting to her as we kept crossing paths in the store and she was laughing about it. She was super nice and told me she was 36 weeks pregnant. Now during the convo I noticed she didn't have a wedding ring on. I walked away but had this burning desire to turn around and walk back in the store and ask her on a date.

I didn't and I'm kicking myself right now. Anyone else have advice on how to pull this off? I guess worst case she says shes in a relationship, best case she says yes right?

Would you guys:

a. Ask if she has a bf first
b. just ask her to grab dinner or something without asking if shes single?

Thanks!

Were you interested in her or the belly? Women are people too and no one would like being dumped or brushed off after giving birth.

I say let it go. Unless you're planning on being there for her and her newborn, then it's not worth asking her out just to dump her in a few weeks since she is more or less probably wants a permanent relationship.

Legitimate problem. Without any other information about her other than she's pregnant and not wearing a ring, you don't know shit about her. She could be in a happy relationship and just not wearing a ring because her fingers are swelling or some shit.

I don't see the wisdom in taking a chance on complete strangers like that. It could get awkward fast. Let's be real -- who's going to ask out a woman who's about to pop? Not most guys. Those that do are going to seem a bit off, and for good reason... it's us. And I'm sure that'll set some alarm bells ringing for most women.

Not having done any of this myself before, because it's insane, I can't say for certain.

tldr- don't proposition random pregnant women unless you like shitty awkward situations.

I say go for it. If you see that she may be receptive then, make the move. A good place to start would be offering to take her to lunch in a public place or where she likes to eat. A few general compliments on how beautiful she looks are great. Pregnant women are pretty self conscious and will appreciate a compliment or two. Remember to make it that you are interested in HER as person. Mention the pregnancy stuff only if things go any where substantial or if she brings it up herself. And if she declines your invitation at least you won't be wonder about any what ifs.

All this from a conversation with a complete stranger you just met? I'm pretty sure at this point she's totally forgot about the entire thing.

No, that's a stupid idea.

Were you planning on having sex after the 2nd date or something? Not to sound rude, but yeah that's pretty creepy to ask some random pregnant woman on a date that you bumped into.